Cytotoxic and cytoprotective effects of tryptamine-4,5-dione on neuronal cells: a double-edged sword

Free Radic Res. 2017 May;51(5):545-553. doi: 10.1080/10715762.2017.1331038.

Abstract

Serotonin (5-hydroxytryptamine) is a putative substrate for myeloperoxidase, which may convert it into the reactive quinone tryptamine-4,5-dione (TD). In this study, we found that the viability of human SH-SY5Y neuroblastoma cells treated with 25 μM TD was increased to approximately 117%. On the other hand, the cell viability was significantly decreased by exposure to TD (150-200 μM), with an increase in intracellular reactive oxygen species (ROS). Interestingly, pre-treatment of SH-SY5Y cells with 100 μM TD prevented cell death and suppressed intracellular ROS generation evoked by the addition of hydrogen peroxide (H2O2). Expression of the phase-II antioxidant enzyme NAD(P)H: quinone oxidoreductase 1 and haem oxygenase 1 were upregulated by TD at a concentration of 50-100 μM. Nuclear factor erythroid 2-related factor 2 (Nrf2), the regulator of these enzyme, was translocated from the cytosol to the nucleus by 100 μM TD. In summary, moderate concentrations of TD may increase the self-defence capacity of neuronal cells against oxidative stress.

Keywords: cytotoxicity; haem oxygenase 1; neuronal cells; quinone; quinone oxidoreductase 1 (NQO1).

MeSH terms

  • Antioxidants / pharmacology*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Drug Evaluation, Preclinical
  • Heme Oxygenase-1 / metabolism
  • Humans
  • Indolequinones / pharmacology*
  • NAD(P)H Dehydrogenase (Quinone) / metabolism
  • NF-E2-Related Factor 2 / metabolism
  • Neurons / drug effects*
  • Neurons / metabolism
  • Oxidative Stress
  • Protein Transport
  • Reactive Oxygen Species / metabolism
  • Tryptamines / pharmacology*

Substances

  • Antioxidants
  • Indolequinones
  • NF-E2-Related Factor 2
  • NFE2L2 protein, human
  • Reactive Oxygen Species
  • Tryptamines
  • tryptamine-4,5-dione
  • HMOX1 protein, human
  • Heme Oxygenase-1
  • NAD(P)H Dehydrogenase (Quinone)
  • NQO1 protein, human